(6-benzyl-1-methyl-4,7-dioxo[1,3,5]triazepan-3-yl)acetic acid | 916430-97-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (6-benzyl-1-methyl-4,7-dioxo[1,3,5]triazepan-3-yl)acetic acid
• 英文别名: 2-[(6S)-6-benzyl-1-methyl-4,7-dioxo-1,3,5-triazepan-3-yl]acetic acid
• CAS: 916430-97-2
• 化学式: C₁₄H₁₇N₃O₄
• 分子量: 291.307
• InChiKey: AVLADXHKWVLEBF-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  90
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (6-benzyl-1-methyl-4,7-dioxo[1,3,5]triazepan-3-yl)acetic acid 在 N-甲基吗啉 、 草酰氯 、 二甲基亚砜 、 N,N-二异丙基乙胺 、 氯甲酸异丁酯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.25h， 生成 tert-butyl (E)-4-[(6S)-6-benzyl-1-methyl-4,7-dioxo-1,3,5-triazepan-3-yl]but-2-enoate
  参考文献：
  名称：

  In Silico-Guided Target Identification of a Scaffold-Focused Library:  1,3,5-Triazepan-2,6-diones as Novel Phospholipase A2 Inhibitors

  摘要：

  A collection of 2150 druggable active sites from the Protein Data Bank was screened by high-throughput docking to identify putative targets for five representative molecules of a combinatorial library sharing a 1,3,5-triazepan-2,6-dione scaffold. Five targets were prioritized for experimental evaluation by computing enrichment in individual protein entries among the top 2% scoring targets. Out of the five proposed proteins, secreted phospholipase A2 ( sPLA2) was shown to be a true target for a panel of 1,3,5-triazepan-2,6-diones which exhibited micromolar affinities toward two human sPLA2 members.

  DOI：

  10.1021/jm0606589
• 作为产物：
  描述：

  (6-benzyl-1-methyl-4,7-dioxo-[1,3,5]triazepan-3-yl)acetic acid tert-butyl ester 在 三氟乙酸 作用下， 生成 (6-benzyl-1-methyl-4,7-dioxo[1,3,5]triazepan-3-yl)acetic acid
  参考文献：
  名称：

  In Silico-Guided Target Identification of a Scaffold-Focused Library:  1,3,5-Triazepan-2,6-diones as Novel Phospholipase A2 Inhibitors

  摘要：

  A collection of 2150 druggable active sites from the Protein Data Bank was screened by high-throughput docking to identify putative targets for five representative molecules of a combinatorial library sharing a 1,3,5-triazepan-2,6-dione scaffold. Five targets were prioritized for experimental evaluation by computing enrichment in individual protein entries among the top 2% scoring targets. Out of the five proposed proteins, secreted phospholipase A2 ( sPLA2) was shown to be a true target for a panel of 1,3,5-triazepan-2,6-diones which exhibited micromolar affinities toward two human sPLA2 members.

  DOI：

  10.1021/jm0606589

文献信息

• <i>In </i><i>S</i><i>ilico</i>-Guided Target Identification of a Scaffold-Focused Library:  1,3,5-Triazepan-2,6-diones as Novel Phospholipase A2 Inhibitors
  作者：Pascal Muller、Gersande Lena、Eric Boilard、Sofiane Bezzine、Gérard Lambeau、Gilles Guichard、Didier Rognan

  DOI：10.1021/jm0606589

  日期：2006.11.1

  A collection of 2150 druggable active sites from the Protein Data Bank was screened by high-throughput docking to identify putative targets for five representative molecules of a combinatorial library sharing a 1,3,5-triazepan-2,6-dione scaffold. Five targets were prioritized for experimental evaluation by computing enrichment in individual protein entries among the top 2% scoring targets. Out of the five proposed proteins, secreted phospholipase A2 ( sPLA2) was shown to be a true target for a panel of 1,3,5-triazepan-2,6-diones which exhibited micromolar affinities toward two human sPLA2 members.